Book Holiday Homes in Sisters

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Featured Holiday Homes in Sisters

Sensational Designer's Townhouse in the heart of Eagle Crest.

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!

Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!

Redmond
Located in Redmond, this vacation home is within a 5-minute drive of Eagle Ridge Sports Center and Spa and Eagle Crest Golf Courses.
Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub,  Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

sisters
When you stay at this vacation home in Sisters, you'll be within a 10-minute drive of Glaze Meadow Golf Course and Phalarope Lake.
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
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Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)

Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)

Bend
With a stay at this vacation home in Bend (Century West), you'll be within a 5-minute drive of Old Mill District and Deschutes River.
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne
The price is AU$509 per night from 2 Dec to 3 Dec
AU$509
includes taxes & fees
2 Dec - 3 Dec
Located in Terrebonne, this vacation home is in a rural location, within a 15-minute drive of Deschutes River and Crooked River Ranch Golf Course.
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

Bend
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
Black Buttee (Big Sister)

Black Buttee (Big Sister)

Black Butte Ranch
When you stay at this vacation home in Sisters, you'll be within a 10-minute drive of Glaze Meadow Golf Course and Phalarope Lake.
Black Buttee (Big Sister)
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

Bend
With a stay at this vacation home in Bend (Century West), you'll be within a 5-minute drive of Old Mill District and Deschutes River.
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
Waterfront home on Mirror Pond is steps away from Downtown Bend

Waterfront home on Mirror Pond is steps away from Downtown Bend

Bend
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Waterfront home on Mirror Pond is steps away from Downtown Bend
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sisters Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sisters vacation homes are the perfect way for you to wing it.

Holiday houses in Sisters let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sisters in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sisters adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sisters with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sisters vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sisters Holiday Homes essential information

Accommodation
1046 Holiday Homes
Lowest Price
AU$174
Highest Price
AU$509
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!, 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome, Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool), Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace, Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C, Black Buttee (Big Sister), Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong, Waterfront home on Mirror Pond is steps away from Downtown Bend

Top trending hotels in Sisters

FivePine Lodge & Spa

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$287 per night from 1 Dec to 2 Dec
AU$287
includes taxes & fees
1 Dec - 2 Dec
With a stay at FivePine Lodge & Spa in Sisters, you'll be a 2-minute walk from Shibui Spa and 11 minutes by foot from Peterson Ridge Trail.
FivePine Lodge & Spa
Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail, P.O. Box 938, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 2 Dec to 3 Dec
AU$174
includes taxes & fees
2 Dec - 3 Dec
With a stay at Sisters Inn And Suites in Sisters, you'll be 21.3 mi (34.2 km) from Hoodoo Ski Area and 21.4 mi (34.4 km) from Deschutes County Fairgrounds Expo ...
Sisters Inn And Suites
GrandStay Hotel & Suites

GrandStay Hotel & Suites

3 out of 5
1026 W Rail Way, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$246 per night from 24 Nov to 25 Nov
AU$246
includes taxes & fees
24 Nov - 25 Nov
With a stay at GrandStay Hotel & Suites in Sisters, you'll be 24.1 mi (38.8 km) from Old Mill District and 24.4 mi (39.3 km) from Deschutes Brewery.
GrandStay Hotel & Suites
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Best Western Ponderosa Lodge

Best Western Ponderosa Lodge

2.5 out of 5
790 W Barclay Drive, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 1 Dec to 2 Dec
AU$229
includes taxes & fees
1 Dec - 2 Dec
When you stay at Best Western Ponderosa Lodge in Sisters, you'll be next to a golf course, within a 5-minute drive of Cork Cellars and Village Green Park.
Best Western Ponderosa Lodge
Don't see what you're looking for?
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.